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A Total Synthesis of Prunustatin A
Author(s) -
Usuki Yoshinosuke,
Ogawa Hikaru,
Yoshida Kenichi,
Inaoka Tomokazu,
Iio Hideo
Publication year - 2015
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201500142
Subject(s) - chemistry , total synthesis , intramolecular force , transesterification , natural product , alcohol , stereochemistry , regulator , combinatorial chemistry , organic chemistry , catalysis , biochemistry , gene
A total synthesis of prunustatin A, a GRP78 molecular chaperone down‐regulator, has been achieved. The key step in the synthesis is an intramolecular transesterification of the β‐keto ester alcohol intermediate to construct the 15‐membered tetralactone core of the natural product.